N-substituted cycloalkyl and polycycloalkyl alpha-substituted Trp-Phe- and phenethylamine derivatives

Abstract

Novel unnatural dipeptoids of α-substituted Trp-Phe derivatives useful as agents in the treatment of obesity, hypersecretion of gastric acid in the gut, gastrin-dependent tumors, or as antipsychotics are disclosed. Further the compounds are antianxiety agents, antiulcer agents, antidepressant agents, and are agents useful for preventing the withdrawal response produced by chronic treatment or use followed by chronic treatment followed by withdrawal from nicotine, diazepam, alcohol, cocaine, caffeine, or opiods. Also disclosed are pharmaceutical compositions and methods of treatment using the dipeptoids as well as processes for preparing them and novel intermediates useful in their preparation. An additional feature of the invention is the use of the subject compounds to prepare pharmaceutical and diagnostic compositions.

We claim: 
     
       1. A compound of formula: ##STR136## wherein R 1  is a cycloalkyl or polycycloalkyl from zero to four substituents each independently selected from the group consisting of a straight or branched alkyl of from one to about six carbon atoms, halogen, CN, OR*, SR*, CO 2  R*, CF 3 , NR 5  R 6 , and (CH 2 ) n  OR 5  wherein R* is hydrogen or a straight or branched alkyl of from one to about six carbon atoms, R 5  and R 6  are each independently hydrogen or alkyl of from one to six carbon atoms and n is an integer of from zero to six. 
     
     
       2. A compound of formula: ##STR137## wherein R 1  is 1-adamantyl, 2-adamantyl, 4-protoadamantyl, exo-bornyl, endo-bornyl, exo-norbornyl, endo-norbornyl, 2-chlorocyclohexyl, 2-methylcyclohexyl, or camphanyl.